Awesome Outfits for Awkward Holiday Party Moments

Is it just me or do the holidays and awkward moments seem to go together like Santa and cookies?

No other place is this seasonal awkwardness more apparent than at office holiday parties. In my experience the key to surviving office holiday parties is a clutch big enough to hold a flask to look and feel your best. That way when your co-worker’s new boyfriend turns out to be the guy you hooked up with over labor day weekend and never called the only awkward part will be explaining how you two know each other…

Casual Celebrations

Clockwise Left to Right: Ring, Blouse, Skinny Cords, Heels, Blazer

 Perfect for grabbing drinks with co workers or the in-office potluck this casual look is chic without being stuffy. Classic silhouettes in rich fabrics and textures, like this Velvet J Crew Blazer, give your look a stylish twist this holiday season. How casual is too casual? Every office is different but I always suggest using what you would wear to a client meeting as a baseline with casual Friday attire at the opposite end of the spectrum.

Happening Holiday PartiesClockwise from Left to Right: Booties, Vest, Dress, Tights, Bracelet

First time attending your BF’s company Christmas party? Not sure what to wear to your boss’s “Holiday Open House”? Play it safe and take your cues from the host; check the invitation’s verbage (casual, cocktail or formal) and when in doubt stick with the classics. Add some holiday cheer to your LBD with jewel tone tights, classic military inspired booties and a bold bracelet.

Formal Festivities Clockwise from Left to Right: Headband, Skirt, Clutch, Tank, Coat, Heels

If your company is pulling out all the stops and hosting a  gala/formal sit down dinner you’ll need to pull out the big guns. My advice keep it classic, elegant and understated. I love the timeless silhouette of the silk maxi skirt, paired with a sparkly top and detail focused accessories (how cute are the horses on the clutch) this outfit is sure to wow.

The holidays are stressful enough without worrying about what to wear. Opt for classic pieces in unexpected fabrics and colors, when in doubt choose classics over trendy pieces and stay true to your own style.

Not sure what to wear to your holiday party? Drop me a line, I’d love to help!


6 responses to “Awesome Outfits for Awkward Holiday Party Moments

  1. I love all of these, but my favorite is #1. Too bad I already attended my office holiday party 😦

  2. I love your outfits!! They all have a little vintage vibe to them, which is perfect for you. 🙂 Great, now I want to go shopping again!

    • You’re too sweet Catherine! I wish I actually had my holiday outfit planned, our office party is next Wed and I’m at a loss for what to wear. I’m thinking chiffon maxi and leopard print ankle booties… too much?

  3. We have the same taste. I love number 3 but I have nowhere on earth to wear something that fabulous.


  4. Awesome! Love those leopard ankle boots. And the sequined dress is definitely stunning.
    Pose Posh Post

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